Manganese-Catalyzed Carbonylative Annulations for Redox-Neutral Late-Stage Diversification

被引:41
作者
Liang, Yu-Feng [1 ]
Steinbock, Ralf [1 ]
Muench, Annika [2 ]
Stalke, Dietmar [2 ]
Ackermann, Lutz [1 ]
机构
[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
[2] Georg August Univ Gottingen, Inst Anorgan Chem, Tammannstr 2, D-37077 Gottingen, Germany
关键词
annulation; carbonylation; late-stage modification; manganese; traceless directing groups; C-H ACTIVATION; BOND ACTIVATION; REGIOSELECTIVE CARBONYLATION; OXIDATIVE CARBONYLATION; ALIPHATIC-AMINES; C(SP(3))-H BONDS; INTERNAL ALKYNES; CARBON-MONOXIDE; BETA-LACTAMS; ANILINES;
D O I
10.1002/anie.201801111
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An inexpensive, nontoxic manganese catalyst enabled unprecedented redox-neutral carbonylative annulations under ambient pressure. The manganese catalyst outperformed all other typically used base and precious-metal catalysts. The outstanding versatility of the manganese catalysis manifold was reflected by ample substrate scope, setting the stage for effective late-stage manipulations under racemization-free conditions of a wealth of marketed drugs and natural products, including alkaloids, amino acids, steroids, and carbohydrates.
引用
收藏
页码:5384 / 5388
页数:5
相关论文
共 72 条
[1]  
[Anonymous], 2015, ANGEW CHE
[2]  
[Anonymous], 2014, ANGEW CHEM
[3]  
[Anonymous], ANGEW CHEM
[4]  
[Anonymous], 2017, ANGEW CHEM
[5]  
[Anonymous], 2017, ANGEW CHEM
[6]  
[Anonymous], 2017, Angew. Chem
[7]  
[Anonymous], 2017, ANGEW CHEM
[8]  
[Anonymous], 2013, Angew. Chem, DOI DOI 10.1002/ANGE.201301451
[9]  
[Anonymous], 2016, AM ETHNOL, DOI [10.1002/ange.201606236, DOI 10.1002/ANGE.201606236]
[10]   Red Light-Triggered CO Release from Mn2(CO)10 Using Triplet Sensitization in Polymer Nonwoven Fabrics [J].
Askes, Sven H. C. ;
Reddy, G. Upendar ;
Wyrwa, Ralf ;
Bonnet, Sylvestre ;
Schiller, Alexander .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (43) :15292-15295